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Ramsay Estate Carriage House – Luxury Retreat with Mountain Views

Greenwood vacation home with kitchen

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Photo gallery for Ramsay Estate Carriage House – Luxury Retreat with Mountain Views

Interior
Sport court
Interior
Smart TV
Smart TV

Reviews

10 out of 10
Exceptional

Entire home

1 bedroom1 bathroomSleeps 2900 sq ft

Popular amenities

  • Pool
  • Breakfast included
  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Greenwood, VA
  • Place, Valley Road Vineyards
    ‪9 min drive‬
  • Place, Blue Ridge Parkway North Entrance
    ‪11 min drive‬
  • Place, Veritas Vineyard and Winery
    ‪13 min drive‬
  • Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)
    ‪45 min drive‬

Room options

About the neighborhood

Greenwood

In Greenwood .Stay at this Greenwood vacation home and you'll be within 2 miles (3 km) of Pollak Vineyards and 6 miles (10 km) of Shenandoah National Park. Valley Road Vineyards and King Family Vineyards are also within 6 miles (10 km).
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What's nearby

  • Valley Road Vineyards - 9 min drive - 4.5 miles
  • Blue Ridge Parkway North Entrance - 11 min drive - 7.0 miles
  • Crozet Tunnel - 11 min drive - 6.8 miles
  • Rockfish Gap Entrance Shenandoah - 12 min drive - 7.7 miles
  • Veritas Vineyard and Winery - 13 min drive - 8.2 miles

Getting around

  • Charlottesville Station - 22 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 40 min drive

Restaurants

  • ‪Blue Mountain Brewery - ‬6 min drive
  • ‪King Family Vineyards - ‬10 min drive
  • ‪Starr Hill Brewery - ‬12 min drive
  • ‪Chiles Peach Orchard - ‬7 min drive
  • ‪The Yellow Mug - ‬10 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Ramsay Estate Carriage House – Luxury Retreat with Mountain Views

Experience the timeless elegance of Ramsay Estate, one of Charlottesville's most breathtaking historic properties. Set on 78 acres of rolling hills, vineyards, and manicured gardens, the Carriage House offers a luxurious private retreat with sweeping views of the Blue Ridge Mountains. This thoughtfully designed space includes a king bed, kitchenette, dining area, and comfortable living space that opens onto a private balcony—perfect for morning coffee or evening wine with a view.

Guests are invited to enjoy on-site amenities including a fire pit (wood provided), private vineyard, walking trails, and beautiful gardens. Inside, the Carriage House is equipped with A/C, WiFi, cable TV, and all the comforts of home. Continental breakfast supplies are provided for the first morning of your stay, and an on-site farm manager is available throughout your stay, adding an extra touch of hospitality.

Ideally located just a short drive from Chiswell Winery and King Family Vineyards and within 10 miles of Veritas Winery, Pippin Hill Farm & Vineyards, and Shenandoah National Park, Ramsay Estate is the perfect home base for exploring Virginia wine country, outdoor adventures, and historic sites. A stay here is truly a luxurious and peaceful experience—offering unmatched charm, comfort, and views you'll never forget.

Bookings for 3 or more nights include complimentary access to The Greencroft Club for pool, racquet sports, and dining.

Hosted by VA Guesthouses

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Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Kitchen island
  • Microwave
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Free breakfast available
  • Chef service
  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Garden

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In a rural location

Things to do

  • Basketball nearby
  • Ecotours nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Mountain biking nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 900 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 12

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

Vrbo Property
Ramsay Estate Carriage House w/ Mountain Views
Ramsay Estate | Carriage House w/ Mountain Views Greenwood
435675

Frequently asked questions

How close is Ramsay Estate Carriage House – Luxury Retreat with Mountain Views to the airport?

This vacation home is 34.9 mi (40-min drive) away from the Weyers Cave, VA (SHD-Shenandoah Valley Regional) airport, the closest popular airport to the property.

Does Ramsay Estate Carriage House – Luxury Retreat with Mountain Views have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Ramsay Estate Carriage House – Luxury Retreat with Mountain Views offer free breakfast?

Yes, this vacation home offers free breakfast.

Is there a casino at Ramsay Estate Carriage House – Luxury Retreat with Mountain Views?

No, there is no casino at this vacation home.

What time is check-in at Ramsay Estate Carriage House – Luxury Retreat with Mountain Views?

Check-in begins at 4:00 PM.

Is there free parking at Ramsay Estate Carriage House – Luxury Retreat with Mountain Views?

Free parking is not available at this vacation home.

Does Ramsay Estate Carriage House – Luxury Retreat with Mountain Views have a pool?

Yes, there's a pool.

Does Ramsay Estate Carriage House – Luxury Retreat with Mountain Views have a spa?

There are no spa services available at this vacation home.

How close is Ramsay Estate Carriage House – Luxury Retreat with Mountain Views to downtown Greenwood?

This vacation home is 1.3 mi away from Greenwood.

Ramsay Estate Carriage House – Luxury Retreat with Mountain Views Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 12 out of 12 reviews
Rating 8 - Good. 0 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Paul H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is a gem. The location is perfect for what we wanted to do (wine touring) and the property is absolutely beautiful
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Whitney S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the perfect spot for our weakened trip to the Charlottesville area. The grounds were quiet and beautiful and the location was close to all the area activities: downtown, hikes, vineyards. Matt, the groundskeeper, was incredibly helpful and responsive. Check in and out was breeze.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Deborah F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming Carriage House

Charming room with amazing views on an estate in the heart of wine country. Estate manager was great at communication and made check in and check-out a breeze. We will definitely book here again on our next trip.
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Tom P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Attended a special wedding celebration just up the mountain from The Ramsey

WONDERFUL!! The Carriage House is beautifully appointed - perfect for one or two! Ideal location! Matt was available and responsive and I felt well taken care of!
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Vicki & Bill L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location and comfortable

We really enjoyed the expansive views and convenient location. We have stayed in many rentals in the area and thought this spot had a lot of advantages - again the view, and also access to grocery stores not too far away, brewery, favorite wineries. The studio was very roomy and clean. Not much for cooking - would benefit from a toaster oven that fits more than bread and a pan you can use on the hot plate. We would definitely stay here again.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Hilary S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend Retreat

We booked all three properties at Ramsay Estate to attend a wedding in Crozet, and we couldn’t be happier! They were even better than described and perfect for our family gathering of 12 adults. The Carriage House is large and bright, with a darling porch overlooking a magnificent view. Beautiful place for late night champagne and morning coffee. The bed was extremely comfortable. Best part of it was the sense of peace and serenity. A lovely getaway that we highly recommend!
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Carl S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property

Great property!
Stayed 2 nights in Dec 2021
Verified

10/10 Excellent

Dawn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Property

Enjoyed vistas and location.
Stayed 3 nights in Jul 2021
Verified

10/10 Excellent

Timothy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

A perfect home base for our trip which was mostly hiking and breweries with a few trips into Charlottesville. The kitchenette is nice for being able to have some food and breakfasts, etc, but would have limitations if you prefer a full blown kitchen. The property is beautiful and Whit, the property manager, is very responsive and helpful.
Stayed 3 nights in May 2021
Verified

10/10 Excellent

Charles W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ramsay Carriage House

Well appointed and comfortable. Spectacular views of the Blue Ridge Mountains from the deck. Much to do nearby.
Stayed 2 nights in Mar 2021
Verified

10/10 Excellent

Sara W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Country getaway

This was a wonderful getaway from city life. The carriage house is comfortable, well-decorated and clean. The view from the back balcony is amazing. I did not want to leave. And while you feel like you’re in the country, it’s really not far from Charlottesville.
Stayed 6 nights in Jul 2020